(6-溴己基)二苯胺 | 1027856-54-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: (6-溴己基)二苯胺
• 英文名称: (6-bromohexyl)diphenylamine
• 英文别名: N-(6-bromohexyl)-N-phenylaniline
• CAS: 1027856-54-7
• 化学式: C₁₈H₂₂BrN
• 分子量: 332.283
• InChiKey: FYVNCYZDNGGILN-UHFFFAOYSA-N

物化性质

• 沸点：
  424.2±28.0 °C(Predicted)
• 密度：
  1.231±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (6-溴己基)二苯胺 在 sodium hydroxide 、 potassium carbonate 作用下， 以 乙醇 、 二丁醚 为溶剂， 反应 16.0h， 生成 (R)-N-(6-(Diphenylamino)-1-hexyl)-3-piperidinecarboxylic acid
  参考文献：
  名称：

  Synthesis of Novel GABA Uptake Inhibitors. 4. Bioisosteric Transformation and Successive Optimization of Known GABA Uptake Inhibitors Leading to a Series of Potent Anticonvulsant Drug Candidates

  摘要：

  By bioisosteric transformations and successive optimization of known GABA uptake inhibitors, several series of novel GABA uptake inhibitors have been prepared by different synthetic approaches. These compounds are derivatives of nipecotic acid and guvacine, substituted at the nitrogen of these amino acids by various lipophilic moieties such as diarylaminoalkoxyalkyl or diarylalkoxyalkyl. The in vitro values for inhibition of [H-3]GABA uptake in rat synaptosomes was determined for each compound, and it was found that the most potent compound from this series, (R)-1-(2-(3,3-diphenyl-1-propyloxy)ethyl)-3-piperidinecarboxylic acid hydrochloride (29), is so far the most potent parent compound inhibiting GABA uptake into synaptosomes. Structure-activity results confirm our earlier observations, that an electronegative center in the chain connecting the amino acid and diaryl moiety is very critical in order to obtain high in vitro potency. Several of the novel compounds were also evaluated for their ability in vivo to inhibit clonic seizures induced by a 15 mg/kg (ip) dose of methyl 6,7-dimethoxy-4-ethyl-beta-carboline-3-carboxylate (DMCM). Some of the compounds tested show a high in vivo potency comparable with that of the recently launched anticonvulsant product 6 ((R)-1-(4,4-bis(3-methyl-2-thienyl)-3-butenyl)-3-piperidinecarboxylic acid).

  DOI：

  10.1021/jm980492e
• 作为产物：
  描述：

  1,6-二溴己烷 、 二苯胺 在 sodium hydride 作用下， 以 乙二醇二甲醚 为溶剂， 反应 2.5h， 以41.7%的产率得到(6-溴己基)二苯胺
  参考文献：
  名称：

  Organic Dye Bearing Asymmetric Double Donor-π-Acceptor Chains for Dye-Sensitized Solar Cells

  摘要：

  A novel efficient metal free sensitizer containing asymmetric double donor-pi-acceptor chains (DC) was synthesized for dye-sensitized solar cells (DSSCs). Comparing to 3.80%, 4.40% and 4.64% for the DSSCs based on the dyes with single chain (SC1, SC2) and cosensitizers (SC1 + SC2), the overall conversion efficiency reaches 6.06% for DC-sensitized solar cells as a result of its longer electron lifetime and higher incident monochromatic photon-to-current conversion efficiency.

  DOI：

  10.1021/jo201057b

文献信息

• Performance of dye-sensitized solar cells based on novel sensitizers bearing asymmetric double D−π−A chains with arylamines as donors
  作者：Yanping Hong、Jin-Yun Liao、Jianlong Fu、Dai-Bin Kuang、Herbert Meier、Cheng-Yong Su、Derong Cao

  DOI：10.1016/j.dyepig.2012.02.011

  日期：2012.9

  Three novel, metal-free organic sensitizers bearing two asymmetric double donor-pi-acceptor (D-pi-A) chains (DC1-3), each, and a reference dye containing single D-pi-A chain (SC) with cyanoacrylic acid as electron acceptor are synthesized. Their photophysical, electrochemical properties and the performances of the corresponding dye-sensitized solar cells (DSSCs) are further investigated. The dyes, DC1, DC2 and DC3 contain one chain with diphenylamine and another chain with carbazole or phenothiazine as electron donor, while diphenylamine is only employed as electron donor in SC. Compared to the inferior solar energy to electricity conversion efficiency (eta) of 2.82%, 4.66% and 3.80%, respectively, for the DSSCs based on DC1, DC2 and SC, the DO sensitized cell gives eta of 5.19% under standard global AM 1.5 solar condition (100 mW cm(-2)) due to its broader and more intensive absorption in the UV-visible region. (C) 2012 Elsevier Ltd. All rights reserved.
• US4292321A
  申请人：——

  公开号：US4292321A

  公开（公告）日：1981-09-29
• US4364954A
  申请人：——

  公开号：US4364954A

  公开（公告）日：1982-12-21
• US4411904A
  申请人：——

  公开号：US4411904A

  公开（公告）日：1983-10-25